Callers will often relate their experiences and the calls can be humorous and entertaining. One man into cuckold was telling me how a lady that he used to date made fun of his three inch penis the first time they slept together and told him her ex boyfriend was eight inches. By chance they ran into the ex at a bar a few weeks later and she introduced them and asked the ex to come back home with them. She told the ex why right there at the bar, because she missed his cock and because her new boyfriend’s dick was so small.
They went back to his place and soon she was making out with her ex and telling her current boyfriend to serve them drinks and basically serve them. Rub her feet and then she told him to suck her ex’s cock to get it hard for her, and he did as he was told, even though he’d never done anything like that before with another guy. They went into the bedroom and he watched as they fucked. He rubbed his cock watching them. This went on for several months.
One night the ex came over, but the girlfriend wasn’t at home yet, she was held up at work, so she instructed her boyfriend to do whatever her ex told him to do, even though she wasn’t there. So he sucked him off and then was fucked for the first time in his life up the ass by the ex boyfriend. He said he felt humiliated by the entire thing, but he’s thought back on this experience with the two of them ever since it ended. It had a tremendous effect on him and he’s used it as fantasy material for his masturbation sessions ever since, even though it happened decades ago.